162229-14-3Relevant articles and documents
Thiophene substituted dihydropyridines
Caignan, Gregori A.,Metcalf, Sara K.,Holt, Elizabeth M.
, p. 415 - 422 (2000)
The crystal structures of 4-(2-thiophenyl)-2,6-dimethyl-1,4-dihydropyridine-3,5-bis(methoxycarbonyl) (I)[a = 10.273(5) A, b = 10.428(5) A, c = 14.799(9) A, β = 98.13(4)°, P21/c], 4-(3-thiophenyl)-2,6-dimethyl-1,4-dihydropyridine-3,5-bis(methoxycarbonyl) (II)[a = 10.636 (9) A, b = 10.372(8) A, c = 15.043(15) A, β = 98.13(6)°, P21/c], and 4-(2-thiophenyl)-2,6-dimethyl-l,4-dihydropyridine-3,5-bis(ethoxycarbonyl) (III) [a = 26.793(16) A, b = 7.610(6) A, c = 17.612(10) A, β = 97.61(2)°, C2/c] reveal patterns of hydrogen bonding pertinent to behavior of these members of the 1,4-dihydropyridine family in receptor site docking. Carbonyl groups substituted at C3 and C5 are seen in ap conformation when hydrogen bonded. Sulphur atoms of the hetero rings do not participate in hydrogen bonding. In these structures the position of the herero atom is seen to be disordered over two equivalent sites. Thus, there is no demonstrated preference for conformation of the hetero ring.
Ultrasound-mediated, uranyl nitrate hexahydrate-catalyzed synthesis of 1,4-dihydropyridines under mild conditions
Palakshi Reddy,Sarveswari,Vijayakumar
, p. 6877 - 6883 (2015/08/18)
Abstract Synthesis of 1,4-dihydropyridines by three-component condensation reaction of aldehyde, 1,3-dicarbonyl compounds, and ammonium acetate have been found to be efficiently catalyzed by uranyl nitrate hexahydrate [UO2(NO3)2 ·6H2O] at room temperature under ultrasound irradiation. This novel synthetic method offers the advantages of high yields, short reaction times, simplicity, and easy workup compared to the conventional methods reported in the literature.
Alginic acid: A highly efficient renewable and heterogeneous biopolymeric catalyst for one-pot synthesis of the Hantzsch 1,4-dihydropyridines
Dekamin, Mohammad G.,Ilkhanizadeh, Siamand,Latifidoost, Zahra,Daemi, Hamed,Karimi, Zahra,Barikani, Mehdi
, p. 56658 - 56664 (2015/02/02)
Alginic acid, a naturally occurring polysaccharide, in its granular form and without any post-modification was found to be an efficient, environmentally benign, easily recoverable and low-cost catalyst for the clean and rapid synthesis of 1,4-dihydropiridine derivatives (DHPs) just based on its polysaccharide architecture. The Hantzsch pseudo-four-component reaction of ethyl or methyl acetoacetate, ammonium acetate and different aldehydes is catalyzed by alginic acid efficiently under mild conditions to afford the desired products in high to quantitative yields and clean reaction profiles. Avoiding the use of any transition metal, the use of a one-pot and multi-component procedure for the synthesis of DHPs, the reusability of the catalyst and operational simplicity are important features of this methodology.
